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Confessions

Anal Confessions

Read the best #anal confession stories


I was in my late 20's, and in Florida for a few weeks working. After a few nights, I called an escort service and Marie came to my hotel room. She was dressed nicely, wore nice clothes, and had a nice body. She was about 35, 5ft. 6in tall, really nice figure, great legs which is my favorite. She was good looking and though this usually isn't appealing to me had 34DD boobs with nice pink areolae and nipples. Once naked as we talked she opened up that she had supposedly "just started" being a hooker. I figured she couldn't have too much experience as she was giving the entire GFE for the standard price. Then I asked her if she did anal and she told me yes, and didn't charge extra. I was very gentle and she remarked how her ex used to be really brutal when he did it to her, usually in the shower using soap as a lube. I had been fucking her pussy bareback (another reason I figured she might be new) for a long time, so didn't need to lube up, I just slipped in. She let me cum in her twice once in her puss and once in her butt, all for the same price.
All along she kept saying how she would like to see me "personally" if I'd like. I didn't answer and as she was dressed to leave I pulled up her skirt, pulled her panties down and bent her over the desk. While I shoved my finger up her butthole I told her to write down her personal phone number. She did and we started going out. Since we'd already fucked it was a sure thing that we'd have sex every time I wanted. She had an 8year old daughter and a 10 year old son. She and I went nude in front of the children, they accepted it as their mom and dad had always been nude around them Marie told me. Marie started sucking me in the living room while we were all watching television.
I started getting off on fucking her in front of the kids, I never touched them and wouldn't but knowing they were seeing me fuck their mother in her mouth, pussy and asshole was really great. Marie and I started fucking in public, which was really great, I liked that a lot. I left Florida a couple of weeks after my work was done, rather than immediately after. I spent those last two weeks at her house instead of a hotel. I still think back to her rolling over and telling the kids as she was coming while ramming my cock up her poop chute that I "wasn't hurting mommy" rather she said "he's making mommy's bottom and her pee pee, feel really good".
All that and my first natural blonde cunt too. Best $150 I ever spent.


#prostitution   #escort   #mf   #public   #watching   #anal   #oral  


Ok so I'm just 17 (male), i own a 7 inch dildo that is quite wide, I got it from one if my doms, and I kept it after our thing ended. I go on omegle all the time and love to send out pics of me using it, via kik and snapchat, the only thing is I tend to block the people after just one or two pics in the off chance I know them. Plus I'm just really paranoid that a friend of mine will find out I'm gay (still in the closet for to people).


#gay   #anal   #nudes  


I've done this a few times now, feel guilty as hell about it but sometimes I get so damn horny I want to fuck and don't care who it is. I feel straight but I guess I'm bi male. I don't like to see other guys but when I get so bad and I'm super horny and can't find any women to fuck I will fuck a shemale, tranny, or even a cute crossdresser. All the ones I've fucked are very passable in public, and no one knows, but I have fucked and gotten sucked by guys who dress.
I just returned from an afternoon romp. I found a very cute crossdresser, who wanted to meet at an adult theater. We exchanged some pics, she convinced me that they were her real pictures. Her ad on craigslist said that she wanted to meet at an adult theater complex, go into a booth, and suck cock, then get her/his bare butt spanked red, and have the guy cum all over her naked asshole. She only sucked though, but I was super horny and had gotten a bit high.
I met her, and she was gorgeous, just like her pictures, I had no trouble picking her out of the crowd and lots of guys were already trying to get her in their booths, thinking she was a really hot blonde girl. We went into a booth with no gloryholes so nobody could watch, locked the door and she was taken apart my belt, zipper and pulling my pants down. I purposely didn't wear any underwear so my thin 8" popped out semi hard already as I was feeling her tiny tits under the top of her tight, sexy dress. She got to her knees with her little perkies sticking out and started sucking, eventually she reminded me that she sucks only. When she tasted pre-cum she moved up still jacking my hard cock, and bent over at the waste.
"Spank me baby, spank your little momma's ass, beat that ass baby, like I'm a whore momma"
She jerked and licked with the occasional suck, and I beat that ass red. She pushed me in back of her and told me to shoot all over her whore ass. I had a lot of pre-cum by then and pushed my cockhead to her crack and had so much precum I had it right at her asshole.
"No, don't . . . I don't do that, just suck. Cum on me baby, cum on me"

"Fuck that bitch" I grunted, and with that I pushed my lubed cock up her asshole and started holding her down and fucking her like crazy. She started trying to pull away, punch me, do anything she could, she was kicking and screaming, and I knew that no one in the back booths gave a shit. They all figured what was happening. I shot off very loudly and talked loud enough for every one of the guys there to know I'd just fucked this horny little CD whore up her/his ass and shot off. She was whimpering a bit and went slack. She made the mistake of slumping on the floor bent over the bench. I opened the door, putting away my cock, and motioned the next couple of guys in. As I walked away I saw one of them sticking his cock in her ass, and she started screaming again, this time yelling "rape" and the second guy who went in stuck a really, really thick cock in her mouth and all I could hear was muffled crying. I stuck around to watch two more guys get off by fucking her then left.

I was just so fucking horny, she was so beautiful, I had to pop her asshole. I wished it would have been better, that I could have dated her a bit, and maybe talked her into mutual, consentual fucking, but I wanted her ass, I wanted to fuck and cum inside someone, right then, not wait around. It's a shame, I shouldn't have done rape to him/her but I needed to fuck and cum. So it appears did some others.


#cd   #oral  


I am 18 and have been fucking an older married woman for 2 years. She lives in my neighborhood. She is really very pretty, has a little belly and wider hips because she had three kids. She is 38 years old, blonde on top and brunette on her pussy. It all started because a neighbor of hers, a really hard body brunette of 35 was giving me BJ's and she thought it was crazy that the woman wouldn't fuck me, but the woman didn't want to cheat on her husband. So the blonde said she would let me fuck her and being 16 and a guy, I took her up on it. I would play with the neighbors tits, ass and pussy, as she'd usually get totally naked when she blew me, but this time I got to actually fuck someone. She got very excited that she got to take my cherry and told her neighbor that she did it. So the neighbor stopped blowing me because my cock has been inside another woman.

So knowing I wouldn't have any source for sex my new blondy became my lover. She has taught be how to fuck, how to make women cum, and do everything to please a woman. About 8 months into our fucking she got pregnant, she really didn't know if it was mine or her husbands, but since they still fuck a decent amount she says it's his. He and I sort of look alike anyway. I got to fuck a pregnant woman, and more importantly got to suck her big, bulging tits. Mary is only a B cup normally but she grew to a really big C. I liked squeezing her tits and making the colostrum come out while pumping her pregnant pussy, but afterward I really loved the milk. After the baby stopped nursing I got her to keep her milk flowing for me for almost 4 more months. Then her husband was asking about it too much so she had to let it dry up. It's been great having a steady lover. Her husband leaves at 6am everyday and doesn't return until about 7pm so we get plenty of time together in between my work and classes. She's taught me everything, even letting me fuck her butthole. That has become my absolute favorite. I didn't realize it but she has been talking to Carrie her neighbor, the one who used to give me BJ's. So now Carrie let's me fuck her in her butt (her husband has never done that to her) and she feels she isn't cheating because he doesn't do that to her, and I don't stick my cock in her pussy, though I really want to do that. I'd love to know what that smooth shaved pussy feels like. I do eat her out though, and she totally screams when she cums, and loves what Mary has taught me. Carrie actually cums from getting fucked in her butthole. Mary likes that her stuck up neighbor is a bit of a slut too.

Plus with all I've learned and the confidence I have around girls, I fuck plenty of them my age now. I guess it's the confidence of my knowing what I'm doing in bed, and the fact that I don't care because I know I can cum in any of two very good looking, older women.


#married   #affair   #virgin   #anal   #oral   #nursing  


I am a young teen girl, just finished by freshman year in HS. I have let lots of boys get with me naked. Though I am still a virgin. I let them do it in my mouth and inside my butt. The first two boys told everyone else, now I'm the school slut, even though I'm still a virgin. My brother even threatened to tell mom and day so I let him do it to me too.


#virgin   #anal   #oral  


My roommate knocked on my door and apparently it wasn't latched and opened. He saw me wearing my girlfriend panties with my dildo 6 inches inside my ass. I was embarrassed and stated coving myself. He immediately got excited and told me I looked fucking sexy. I asked him not to say anything to anyone. He laughed and told me of I let him fuck me he would keep the secret. I didn't want people to know my secret so I let him. A week later he tried black mailing me again. But I told him if he tells I tell them we had sex and that shut him up. I did like the sex but didn't like getting black mailed. I'm thinking of texting him and telling him to make some bomb dinner and treat me like a princess and he can go again.


#blackmail   #anal   #creampie  


I cheat on my wife with 3 other women because they let me fuck their butts and my wife doesn't. Yes, I was a total asshole and asked each one before we started if they'd let me do that. Two other women said no, so I didn't have sex with them. I only cheat because she won't let me buttfuck her.


#cheating   #anal  


Today I got home from work and went straight to the shower. Before I got in to wash myself I inserted my buttplug into my arsehole. I did my usual shower routine and normally I push it out before I get out so I can clean it. But today I thought fuck it and left it in. I walked around the supermarket with this thing up my shithole, clenching and relaxing. Every hot girl I saw was subjected to a clench and a private fantasy. I picked out the most attractive, young checkout girl I could find and had a good old daydream about fucking her in the arse while I have my buttplug in. She'd be so disgusted if she knew what I was thinking. I came home just before and the plug was causing me some discomfort due to sitting on it for an hour or so, so I went to the bathroom and pulled it out of my hole.

All of this was so I can have the biggest hardest wank later. I'm gonna shoot for the ceiling on this one!


#anal   #anus   #arsehole   #buttplug   #wank  


I'm a straight guy that's 16 years old, but I really enjoy fucking myself in the ass. I wouldn't want to have sex with a guy, but I just love stimulating my prostate when I'm masturbating. I started with just fingers but moved on to using hair brushes and thin bottles in my bathroom with plastic gloves or condoms on. In the future I'd like something even more intense, so I may try something like a cucumber, but I doubt I'll ever buy or try a dildo because I'm only 16 so it'll be some time before I'd be able to manage that. For some dudes the prostate is the male G-spot, so it really makes orgasms more intense. People see it as a taboo for some reason even though loads of straight guys enjoy anal with girls, there's not much difference in putting something up your ass compared to a girl's.

I honestly think more guys should experiment with themselves. You should at least give it a try to find out, it's fine if you end up not liking it because you'll know not to do it again. Just make sure you empty your bowels earlier that day and maybe take a bath to properly wash yourself. When you're ready lay down and spread your legs, then coat a finger or two with lube or something else that will make it easier to get in (Use gloves if you re still scared). Gently touch around the area and start putting in a finger slowly - don't force it or else it'll hurt. Eventually you'll loosen up and be able to get a finger in there. It feels awkward at first but you get used to it, and when you are used to it start moving your finger around a bit, but focus on trying to curve it upwards and toward your dick. You should feel a fairly hard spherical shape - the prostate (that's what feels pleasurable). You'll want to focus on stimulating this area to get any pleasure out of the process. Some guys can get pleasure from this alone and struggle to get their dick hard, whereas others may masturbate first and then finger themselves when they reach orgasm to make it more intense, and some people even jerk off and finger themselves at the same time - whatever works for you.

If you're feeling adventurous you could move on to dildos or objects to reach better (I've used some objects but I've yet to try a dildo). You could also get a girl to finger you was you have sex, or if you're willing to let her fuck you with a strap on as you masturbate. A lot of people are going to think there's no way they could do this, because it's "gay", but honestly it's not. Are you being fucked by an actual guy? No. Are you pretending a guy is fucking you as you finger yourself? No. Since both of those answers are no when a straight guy is fingering/fucking himself, that means it isn't gay - it's only an extra way of making your sex life more interesting and making your orgasms more intense.

TLDR: I'm a straight guy who fucks himself in the ass, and I think more straight guys should try to as well


#masturbation   #sex   #anal   #ass   #fucking   #fingering   #dildo   #penetration   #straight  


I (m/22) confess that I persuade my girlfriend to do anal even though I know she will shit blood (literally) and be in pain for the rest of the week afterwards. But she's actually the dumb one if you ask me, why does she not go to the doctors about it??? And she could say no, so.......
I confess that my pleasure is more important to me than her wellbeing.


#boyfriend   #anal   #girlfriend   #blood   #pain   #ohwell  


I am in my mid 20's and male and when I was in college I would fuck married fat ugly women for money and would let them do whatever they wanted with me. It was good money and some of the ladies we're a good fuck but they had me do so many degrading things while I was with them. There was this one time I was with 4 of them at a hotel and they got super drunk and tied me over a couch and fucked my ass with anything they could find. From a vibrator to the remote to a wine bottle. They grabbed my balls so hard as they fucked my ass too I thought they popped one. Then they finally untied me and each wanted alone time with me. So three left and one stayed and we fucked viciously. Then the last one was a black bbw who I found super attractive she came in the room with a bag in her hand. I asked her what was in it and she told me that I would find out soon enough. The other ladies had left by this point so I was thinking it was more toys. She opened it up and took out condoms. I was confused why she had condoms so I asked and she said that I would soon find out. Then there was a knock on the door and a young woman was standing there. She walked in and undid her robe and a big cock fell out. She then said that is what the condoms are for. I was in shock and said I dont think I can do this and she said I didn't have a choice and pushed me to the bed and told me to bend over and spread my ass. I hesitantly did and then she put a spreader bar in-between my legs and filled my ass with lube. Then I felt this massive amount of pressure in my ass and a jolt of pain went through my body. I screamed in pain and she told me to beg for her cock to fuck me harder. I begged and begged for her to pull out of my ass. When I did that she just shoved my face down into the bed and fucked me even harder saying she owned my asshole and I'm going to let her fuck it as much and as hard as she wanted. I begged for her to stop then she slapped me and told me to stop being a bitch and beg for the tranny cock to fuck me. As she fucked me longer it started feeling better and better till it was actually enjoyable and I started moaning. She said yes thats right you anal whore you like getting a cock deep in you asshole dont you? I told her while moaning I really do I fucking love her cock in my asshole. She turned me around and put my legs over her shoulders and took the condom off. I said that I wanted to feel every inch of her cock in my ass and she fucked me violently until she exploded deep into my asshole. It felt amazing and she sucked it out of my asshole and swallowing it all. I still let her watch a tranny fuck my ass as she watches for money.


#tranny   #prostitution   #anal  


My ex girlfriend and I were very open with sex of all kinds when we were talking. We spoke about anal sex and she told me she would like to try it some day and entirely separately she told me she would like to be fucked while asleep(she was curious as to whether she would have an amazing wet dream). One morning when I woke up and she was still sleeping(she always slept much longer than me and she was a deep sleeper) I carefully moved her onto her so she was sleeping on her stomach. I straddled her and used my saliva to lube my dick and her ass and then gently had anal sex with her. I came inside her asshole. When she woke up she spoke about a dream she had about us having sex(she didn't specify anal or vaginal). I was too embarrassed after she started speaking about it to tell her what i had done. Even when she came back from the toilet with a puzzled look on her face.


#anal   #sex   #girlfriend   #ex  


I'm a girl in my mid-teens, a little chubby, smallish boobs. I have a great boyfriend, way better than I deserve really, he's hot, he's a total hunk, and on the football and baseball teams. We were having sex and for the last month or so he's been playing with my butt. Inserting his fingers, even while he's inside me having sex, he reaches down and will put a finger in my butt. He finally told me he needed to change things a bit and wanted to have sex in my butthole. I let him do it. But I guess I wasn't thinking, definitely wasn't prepared. While he was doing it, I asked him to stop and told him I needed to go to the bathroom but he wouldn't stop. I could feel as he was moving in and out of me back there that he had some poo on his penis. I couldn't help it, he wouldn't stop. I pooped all over us both. He kept going until he finished, and he told me to go get some towels, when I came back he made me pose for some pictures of my dirty behind, and even put his penis back in me to take more pictures. I cleaned him off first, then me. I'm not sure he wants to see me anymore, he hasn't returned my calls for 2 days.
I am so embarrassed.


#poop   #accidental   #anal  


I'm 39, turning 40 in a couple weeks. It's been kind of getting to me, I admit. I went out with my friends for a girls night and I have never cheated on my husband in our 16 years of marriage but this never got I knew in my mind that I wanted to. I drank a lot, knowing it's the only way I could go through with it. I hadn't had sex with anyone else since before we started dating, and I wanted to have a fling before I turn 40. If kill him if he did it, but I didn't feel guilty, but I do now. I got drunk and threw myself at a younger guy, we danced and I made sure to really show him that I wanted him. We kissed and messed around st the club, and we left in an uber to his apartment. I was really drunk but still had some sense and was thinking of a way out and when we got there he had a roommate who was smoking pot. I hadn't done that since college, so we smoked. I got really high and we kissed more and I just remember sitting on his lap topless and the next thing I was going down on him. This was in the living room of his apartment with his roommate in the room. I ended up having a threesome, they both penetrated me and we did things that I haven't done with my husband in years. Both had sex with me but it was as one at a time while I took the other in my mouth. Both had me anally, which is really embarrassing and painful. When I woke up in the morning I got dressed and ran out half drunk and got an uber home. It 9 am. My husband was very worried, he locate where I was and said he drove there but couldn't get past the locked gate. I told him it was one of my girl friends and apologized to him. He accepted it. He's throwing me a huge 40th birthday party so I don't want to ruin it. It's been a week today.


#threesome   #anal   #cheating   #wife  


I got pegged for the first time last night. I agreed to do it for my girlfriend, it's one of her fantasies. I asked her to fuck me again this morning and I am currently shopping online for bigger dildos.


#pegging   #strapon   #anal  


I've always been curious but never acted on it. I'm a married male, mid thirties, with a good sex life with my wife. She allows me to cum in all three holes. A couple of weeks ago, and I have no idea why or how; I let a man use my bottom for sex. It was my first time having a guy inside me. He is a huge cummer, and dumped a big load inside of me. That first time I sucked him hard, and he did it to me on the bed with me on my back. Then he went one more time with me kneeling on the living room floor, my chest on the couch. He played with my nipples like there were a womans tits and it felt good. The first time he fucked me it really hurt, but this time was very good. In the last two weeks I'd met with him 6 times, each time I get it twice from him. One time only once, but I gave him a BJ first. He has had me get my wife to shave me from crotch down to my feet, and has started having me wear a teddy. I've very embarrassed but I can't stop getting his cock. I really feel empty without a cock inside me. I think he wants to have a party where I am the centerpiece. I am thinking of letting him as long as they are protected. My wife has always played with my butt and has asked me why I'm so loose back there now. I don't know what to say.


#married   #gay  


I'm literally addicting to having sex with men. Im 21 years old now. I post ads on Craigslist and meet men on gay dating apps and generally meet between 5-10 men a week to have sex with. I have a thing for older men. Since i was 15 Ive probably been with over 100 guys and somehow after all of those men I am STD and HIV free... I have some crazy stories and have had some crazy wild sex. On some days i meet up with up to 3 men and I literally wake up and crave cock, its like my drug. A lot of the gay older men in my area know me and sometimes we all get together and I have 4-7 guys have sex with me at a time. And im completely straight acting so know one would ever know I liked men...


#gay   #slut   #homo   #fag   #addicted   #cock   #dick   #anal   #sex   #men  


I am a male, who very much enjoys anal, I often use my wife's sex toys for anal on myself and am scared to tell her how bad I wish she would use them to fuck me. Even though I'm straight I sometimes fantasize about men fucking me without me knowing maybe blindfolded as I'm not attracted to men.


#anal   #pegging  


I am a 73 year old widow. I live alone now. I found myself in a situation with a young man (18) who had never had sex and I let him do it to me everyway a man and woman can have sex. I even let him inside my bottom which I hadn't done in about 20 years. Last night he brought over 3 friends and I let the 4 boys have sex with me repeatedly through the night. I've never done anything like that before. They kept it up all night. All three of them shot orgasms in my mouth, all three multiple times in my bottom, and 2 of them did it in my vagina as well. I didn't even have time to clean up between them, they just kept going after one another. I spent 30 minutes on the toilet I had very loose stool after all that sperm up my backside.

I only had my husband, and had one affair with a neighbor when I was 20 years old and my husband never found out. I feel like a whore but feel very young too.


#anal   #vaginal  


I prefer, and have always preferred fucking a butt over a pussy or mouth. My first sex was anal, I fucked a guy in his butt a few times. Then a couple of years later I got a steady girlfriend and after about a year of fucking and getting sucked and me eating her pussy I got her taking it in her ass too. In between that I'd fucked some other butts, some slut girls and some guys, even one old lady, and one wife whose husband would turn her out for all anal gangbangs. I actually think of myself as straight, I'm not really attracted to guys, but have fucked guys. I just like anal sex that much and will take it where I can get it.
It's been 35 years since that first time sinking my cock into someone and I've taken 13 girls butt virginities, only 1 pussy virgin, and 5 guys butt virginities, and I think 6 mouth virginities as well. All told I've fucked over a hundred women, at least 70 of them in their ass as well as their pussy, and I've fucked about 25-35 guys in their ass and some in their mouth too. I also fucked 4 beautiful, very feminine tranny's, even dating two of them for several months to a year. I love anal sex. I answered an online ad from a ftm transgender, who was very butch, had chest surgery, body hair, a small beard, but still had a pussy. Her clit was about 3 inches long from the hormones and she liked it sucked like a dick, and I liked obliging as I really do love eating pussy. She wanted cock in her pussy but still be treated like a man. So ultimately I convinced her to make it like two guys would make it and now I fuck her in her ass too as well as her pussy. Well . . . his pussy? Whatever it is, it's tighter than the one virgin pussy I fucked.
I can't get enough of buttfucking. I can stay very loyal to my wifes pussy but need all the ass I can get. I often think it's because my first sex, that first wave of feeling of being inside someone was anal.


#anal   #gay   #bi   #straight   #mm   #mf  



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